scholarly journals Discrimination of patterns of N-acetylation in chitooligosaccharides by gas phase IR spectroscopy integrated to mass spectrometry

2017 ◽  
Vol 89 (9) ◽  
pp. 1349-1357 ◽  
Author(s):  
Jasper Wattjes ◽  
Baptiste Schindler ◽  
Stéphane Trombotto ◽  
Laurent David ◽  
Bruno M. Moerschbacher ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Ir Spectroscopy ◽  
Gas Phase ◽  
Dimensional Analysis ◽  
Unique Combination ◽  
Structural Detail ◽  
Chitosan Oligosaccharides ◽  
Infra Red ◽  
Rapid Discrimination ◽  
Gas Phase Spectroscopy

AbstractWe propose a novel, bi-dimensional analysis of partially N-acetylated chitosan oligosaccharides based on gas phase Infra-Red spectroscopy integrated to mass spectrometry (MS). By providing simultaneously MS and IR fingerprints, this approach combines the advantages of MS with the refined structural detail offered by gas phase spectroscopy and provides robust signatures for the rapid discrimination of the patterns of N-acetylation. Four mono-N-deacetylated and two doubly-N-deacetylated chitosan tetramer standards with well-defined patterns of acetylation were produced and analyzed by IR integrated to MS. We show that each sequence displays a unique combination of MS and IR fingerprints, thus offering a rapid diagnostic for the pattern of acetylation without the need for reducing end labeling.

Deprotonated carbohydrate anion fragmentation chemistry: structural evidence from tandem mass spectrometry, infra-red spectroscopy, and theory

2018 ◽  
Vol 20 (44) ◽  
pp. 27897-27909 ◽  
Author(s):  
Jordan M. Rabus ◽  
Daniel R. Simmons ◽  
Philippe Maître ◽  
Benjamin J. Bythell
Keyword(s):  
Mass Spectrometry ◽  
Infrared Spectroscopy ◽  
Tandem Mass Spectrometry ◽  
Gas Phase ◽  
Tandem Mass ◽  
Phase Structures ◽  
Infra Red ◽  
Fragmentation Chemistry

We investigate the gas-phase structures and fragmentation chemistry of deprotonated carbohydrate anions using combined tandem mass spectrometry, infrared spectroscopy, regioselective labelling, and theory.

scholarly journals Correlating glycoforms of DC-SIGN with stability using a combination of enzymatic digestion and ion mobility MS

2020 ◽  
Author(s):  
Hsin-Yung Yen ◽  
Idlir Liko ◽  
Joseph Gault ◽  
Di Wu ◽  
Weston B. Struwe ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Gas Phase ◽  
Ion Mobility ◽  
Collision Cross Section ◽  
Enzymatic Digestion ◽  
Ion Mobility Mass Spectrometry ◽  
Structural Detail ◽  
The Core ◽  
Glycosylation Sites ◽  
The Stability

AbstractThe immune scavenger protein DC-SIGN interacts with glycosylated proteins and has a putative role in facilitating viral infection. How these recognition events take place with different viruses is not clear and the effects of glycosylation on the folding and stability of DC-SIGN have not been reported. Here, we develop and apply a mass spectrometry-based approach to both uncover and characterise the effects of O-glycans on the stability of DC-SIGN. We first quantify the Core 1 & 2 O-glycan structures on the carbohydrate recognition and extracellular domains of the protein via sequential exoglycosidase sequencing. We then use ion mobility mass spectrometry to show how specific O-glycans, and/or single monosaccharide substitutions, alter both the overall collision cross section and the gas-phase stability of the glycoprotein isoforms of DC-SIGN. We find that rather than the mass or length of glycoprotein modifications, the stability of DC-SIGN is better correlated with the number of glycosylation sites. Collectively, our results exemplify a combined multi-dimensional MS approach, proficient in evaluating protein stability in response to both glycoprotein macro- and micro-heterogeneity and adding structural detail to the infection enhancer DC-SIGN.

scholarly journals Synthesis of an Exhaustive Library of Naturally Occurring Galf-Manp and Galp-Manp Disaccharides. Towards Fingerprinting According to the Ring Size by Advanced Mass Spectrometry-Based IM-MS and IRMPD.

2021 ◽  
Author(s):  
Bénédicte Favreau ◽  
Oznur Yeni ◽  
Simon Ollivier ◽  
Joel Boustie ◽  
françoise Le Dévéhat ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Physicochemical Properties ◽  
Gas Phase ◽  
Ion Mobility ◽  
Analytical Techniques ◽  
Ring Size ◽  
Naturally Occurring ◽  
Tautomeric Forms ◽  
Infra Red ◽  
Convergent Approach

Nature offers a huge diversity of glycosidic derivatives. Amongst numerous structural modulations, the nature of the ring size of hexosides may induce significant differences on both biological and physicochemical properties of the glycoconjugate of interest. On this assumption, we expect that small disaccharides bearing either a furanosyl entity or a pyranosyl residue would give a specific signature, even in the gas phase. On the basis of the scope of mass spectrometry, two analytical techniques to register those signatures were considered, i.e. the ion-mobility (IM) and the infra-red multiple photon dissociation (IRMPD), in order to build up cross-linked databases. D-Galactose occurs in natural products in both tautomeric forms and presents all possible regioisomers when linked to D-mannose. Consequently, the four reducing Gal<i>f</i>-Man<i>p</i> disaccharides as well as the four Gal<i>p</i>-Man<i>p</i> counterparts were firstly synthesized according to a highly convergent approach, and IM-MS and IRMPD-MS data were secondly collected. Both techniques used afforded signatures, specific to the nature of the connectivity between the two glycosyl entities.

scholarly journals Synthesis of an Exhaustive Library of Naturally Occurring Galf-Manp and Galp-Manp Disaccharides. Towards Fingerprinting According to the Ring Size by Advanced Mass Spectrometry-Based IM-MS and IRMPD.

2021 ◽  
Author(s):  
Bénédicte Favreau ◽  
Oznur Yeni ◽  
Simon Ollivier ◽  
Joel Boustie ◽  
françoise Le Dévéhat ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Physicochemical Properties ◽  
Gas Phase ◽  
Ion Mobility ◽  
Analytical Techniques ◽  
Ring Size ◽  
Naturally Occurring ◽  
Tautomeric Forms ◽  
Infra Red ◽  
Convergent Approach

Nature offers a huge diversity of glycosidic derivatives. Amongst numerous structural modulations, the nature of the ring size of hexosides may induce significant differences on both biological and physicochemical properties of the glycoconjugate of interest. On this assumption, we expect that small disaccharides bearing either a furanosyl entity or a pyranosyl residue would give a specific signature, even in the gas phase. On the basis of the scope of mass spectrometry, two analytical techniques to register those signatures were considered, i.e. the ion-mobility (IM) and the infra-red multiple photon dissociation (IRMPD), in order to build up cross-linked databases. D-Galactose occurs in natural products in both tautomeric forms and presents all possible regioisomers when linked to D-mannose. Consequently, the four reducing Gal<i>f</i>-Man<i>p</i> disaccharides as well as the four Gal<i>p</i>-Man<i>p</i> counterparts were firstly synthesized according to a highly convergent approach, and IM-MS and IRMPD-MS data were secondly collected. Both techniques used afforded signatures, specific to the nature of the connectivity between the two glycosyl entities.

scholarly journals (2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol

Molbank ◽  
10.3390/m1140 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1140
Author(s):  
Jack Bennett ◽  
Paul Murphy
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Conjugate Addition ◽  
13C Nmr Spectroscopy ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Esi Mass Spectrometry ◽  
The One

(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol was isolated in 18% after treating the glucose derived (5R,6S,7R)-5,6,7-tris[(triethylsilyl)oxy]nona-1,8-dien-4-one with (1S)-(+)-10-camphorsulfonic acid (CSA). The one-pot formation of the title compound involved triethylsilyl (TES) removal, alkene isomerization, intramolecular conjugate addition and ketal formation. The compound was characterized by 1H and 13C NMR spectroscopy, ESI mass spectrometry and IR spectroscopy. NMR spectroscopy was used to establish the product structure, including the conformation of its tetrahydropyran ring.

Supersonic molecular beam and static gas phase spectroscopy of intermolecular hot bands associated with ν116O12C---1H19F

1988 ◽  
Vol 152 (1) ◽  
pp. 87-93 ◽  
Author(s):  
K. McMillan ◽  
D. Bender ◽  
M. Eliades ◽  
D. Danzeiser ◽  
B.A. Wofford ◽  
...  
Keyword(s):  
Gas Phase ◽  
Molecular Beam ◽  
Supersonic Molecular Beam ◽  
Gas Phase Spectroscopy
Sign in / Sign up

Export Citation Format

Share Document